Ethylene glycol diglycidyl ether supplier

Name
Ethylene glycol diglycidyl ether
EINECS 218-746-2
CAS No. 2224-15-9
Article Data12
CAS DataBase
Density 1.178 g/cm³
Solubility
Melting Point
Formula C₈H₁₄O₄
Boiling Point 266.774 °C at 760 mmHg
Molecular Weight 174.197
Flash Point 123.633 °C
Transport Information UN 2810
Appearance Clear yellow liquid
Safety 26-36/37/39
Risk Codes 38
Molecular Structure
Hazard Symbols Xi
Synonyms Ethylene glycol diglycidyl ether;1,2-Bis(2,3-epoxypropoxy)ethane;1,2-Bis(glycidyloxy)ethane;2,2'-(1,2-Ethanediylbis(oxymethylene))bisoxirane;Diglycidylethylene glycol;Glycol diglycidyl ether;Oxirane, 2,2'-(1,2-ethanediylbis(oxymethylene))bis-;2,2'-(Ethylenebis(oxymethylene))bisoxirane;Ethylene glycol bis(2,3-epoxypropyl) ether;
PSA 43.52000
LogP -0.18280

Synthetic route

: 107-21-1
ethylene glycol

: 106-89-8
epichlorohydrin

: 2224-15-9
ethylene glycol diglycidyl ether

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; water; sodium hydroxide at 40℃; for 0.75h;	89%
With fluoroboric acid; trifluorormethanesulfonic acid; boron trifluoride at 40 - 65℃; for 5h; Temperature; Reagent/catalyst; Sonication; Inert atmosphere; Molecular sieve; Large scale;	55.7%
With potassium hydroxide; benzyltrioctylammonium chloride at 40℃; for 0.75h;	54%

: 13078-45-0
1,10-Dichloro-4,7-dioxa-2,9-decanediol

: 2224-15-9
ethylene glycol diglycidyl ether

Conditions

Conditions	Yield
With sodium hydroxide Dehydrochlorination;	40 g

: 2224-15-9
ethylene glycol diglycidyl ether

: 7580-85-0
tert-butyl glycidyl ether

: C14H28O6

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 80℃; for 3h;	99.3%

: 2224-15-9
ethylene glycol diglycidyl ether

: 134918-67-5
Ethyl 1H,1H-perfluorooctanoxyacetate

: 57-14-7
1,1-dimethylhydrazine

: N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(1H,1H-perfluorooctanoxyacetyl)imide>

Conditions

Conditions	Yield
In methanol Heating;	99%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 26131-32-8
methyl 2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonanoate

: 57-14-7
1,1-dimethylhydrazine

: N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5-dimethyl-3,6-dioxanonanoyl)imide>

Conditions

Conditions	Yield
In methanol Heating;	96%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 133609-46-8
Methyl perfluoro-2,5,8,11-tetramethyl-3,6,9,12-tetraoxapentadecanoate

: 57-14-7
1,1-dimethylhydrazine

: N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5,8,11-tetramethyl-3,6,9,12-tetraoxapentadecanoyl)imide>

Conditions

Conditions	Yield
In methanol Heating;	96%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 124-38-9
carbon dioxide

: 4-((2-((2-oxo-1,3-dioxolan-4-yl)methoxy)ethoxy)methyl)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With tetrabutylammomium bromide at 110℃; under 7500.75 Torr; for 3h;	94%
With C42H44N8O6Zn(2+)*2Cl(1-) In neat (no solvent) at 100℃; under 750.075 Torr; for 24h; Kinetics; Pressure; Temperature; Autoclave;	94.5%
With C44H20AlCl9N4; bis(triphenylphosphine)iminium chloride In neat (no solvent) at 120℃; under 22502.3 Torr; for 1h; Autoclave;

: 2224-15-9
ethylene glycol diglycidyl ether

: 39187-47-8
Methyl perfluoro-2,5,8-trimethyl-3,6,9-trioxadodecanoate

: 57-14-7
1,1-dimethylhydrazine

: N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5,8-trimethyl-3,6,9-trioxadodecanoyl)imide>

Conditions

Conditions	Yield
In methanol Heating;	94%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 110-09-8
diethylene glycol mono(tert-butyl)ether

: C16H32O7

Conditions

Conditions	Yield
With Amberlyst-15 resin at 70℃; for 5h;	93.2%

: 2224-15-9
ethylene glycol diglycidyl ether

: 13140-34-6
methyl undecafluoro-2-methyl-3-oxahexanoate

: 57-14-7
1,1-dimethylhydrazine

: N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2-methyl-3-oxahexanoyl)imide>

Conditions

Conditions	Yield
In methanol Heating;	92%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 158328-41-7
ethylene glycol di<2-hydroxy-3-(N'-tert-butoxycarbonylpiperazinyl)>propyl ether

Conditions

Conditions	Yield
In chloroform for 24h; Heating;	91%

: 2224-15-9
ethylene glycol diglycidyl ether

: 540-63-6
ethane-1,2-dithiol

: 1273318-54-9
C10H20O4S2

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide at 0℃; for 0.5h; Neat (no solvent); regiospecific reaction;	90%

: 2224-15-9
ethylene glycol diglycidyl ether

: 5089-70-3
(3-chloropropyl)triethoxysilane

: 1072-71-5
2,5-Dimercapto-1,3,4-thiadiazole

: C19H36N2O7S3Si

Conditions

Conditions	Yield
Stage #1: ethylene glycol diglycidyl ether; 2,5-Dimercapto-1,3,4-thiadiazole In methanol at 60℃; for 18h; Stage #2: With sodium methylate In methanol at 20℃; for 0.5h; Stage #3: (3-chloropropyl)triethoxysilane In methanol at 70℃; for 12h;	90%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 111-26-2
hexan-1-amine

: 92237-82-6
Bistriethylene glycol

Conditions

Conditions	Yield
at 120℃; for 4h;	82%

: 2224-15-9
ethylene glycol diglycidyl ether

: 109-76-2
Trimethylenediamine

: 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol

Conditions

Conditions	Yield
With sodium hydride In water Cycloaddition; Heating;	82%

: 2224-15-9
ethylene glycol diglycidyl ether

: 10239-34-6
N,N'-dibenzyl-1,3-diaminopropane

: 8,11-dibenzyl-1,4-dioxa-8,11-diaza-cyclotetradecane-6,13-diol

Conditions

Conditions	Yield
With sodium hydride In water Cycloaddition; Heating;	80%

: 2224-15-9
ethylene glycol diglycidyl ether

: C8H16N6O4

Conditions

Conditions	Yield
With sodium azide; ammonium chloride In methanol; water at 80℃; for 24h;	80%
With sodium azide In methanol; water at 80℃;

: 2224-15-9
ethylene glycol diglycidyl ether

: 103-71-9
phenyl isocyanate

: 1,6-bis(3-phenyloxazolidin-2-on-5-yl)-2,5-dioxahexane

Conditions

Conditions	Yield
Stage #1: ethylene glycol diglycidyl ether With Tributylphosphine oxide; lithium bromide In toluene for 2h; Heating; Stage #2: phenyl isocyanate In toluene for 12h; Heating; Further stages.;	78%

: 75-15-0
carbon disulfide

: 2224-15-9
ethylene glycol diglycidyl ether

: 1,6-bis(oxathiolane-2-thione-5-yl)-2,5-dioxahexane

Conditions

Conditions	Yield
Stage #1: ethylene glycol diglycidyl ether With lithium bromide In dichloromethane for 2h; Heating; Stage #2: carbon disulfide In dichloromethane for 10h; Heating; Further stages.;	76%

: 2224-15-9
ethylene glycol diglycidyl ether

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

A: 119017-33-3
3,10,23,29-tetrahydroxy-5,8,15,18,25,28,35,38,43,46,51,54-dodecaoxa-1,12,21,32-tetraazatricyclo<30.30.8.812,21>hexapentacontane

B: 117536-17-1
3,10-dihydroxy-5,8,15,18,23,26-hexaoxa-1,12-diazabicyclo<10.8.8>octacosane

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol for 10h; Heating;	A 1% B 69%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

: 3,10-dihydroxy-5,8,15,18,23,26-hexaoxa-1,12-diazabicyclo<10.8.8>octacosane

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol Heating;	69%

: 75-15-0
carbon disulfide

: 2224-15-9
ethylene glycol diglycidyl ether

: 103-71-9
phenyl isocyanate

: 5-(6-oxathiolan-2-thione-2,5-dioxahexan-5-yl)-3-phenyloxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: ethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux; Stage #2: phenyl isocyanate In tetrahydrofuran Inert atmosphere; Reflux; Stage #3: carbon disulfide In tetrahydrofuran at 20℃; for 7h; Inert atmosphere;	67%

...Expand

: 2224-15-9
ethylene glycol diglycidyl ether

: 75-04-7
ethylamine

: 92237-85-9
1-Ethylamino-3-[2-(3-ethylamino-2-hydroxy-propoxy)-ethoxy]-propan-2-ol

Conditions

Conditions	Yield
In water for 50h; Ambient temperature;	64%

: 2224-15-9
ethylene glycol diglycidyl ether

: 4454-09-5
1,10-diamino-4,7-dioxadecan-2,9-diol

Conditions

Conditions	Yield
With ammonia for 50h; Ambient temperature;	63%

: 75-15-0
carbon disulfide

: 2224-15-9
ethylene glycol diglycidyl ether

: 5-[6-oxiran-2,5-dioxahexan]-1,3-oxathiolane-2-thione

Conditions

Conditions	Yield
With lithium bromide In dichloromethane for 5h; Inert atmosphere; Reflux; regioselective reaction;	58%

: 2224-15-9
ethylene glycol diglycidyl ether

: 13078-45-0
1,10-Dichloro-4,7-dioxa-2,9-decanediol

Conditions

Conditions	Yield
With hydrogenchloride	56%

: 2224-15-9
ethylene glycol diglycidyl ether

: 103-71-9
phenyl isocyanate

: 5-(6-oxiran-2,5-dioxahexan-5-yl)-3-phenyloxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: ethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux; Stage #2: phenyl isocyanate In tetrahydrofuran for 6h; Inert atmosphere; Reflux;	54%

: 2224-15-9
ethylene glycol diglycidyl ether

: 175854-39-4
1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

: C54H102N8O16

Conditions

Conditions	Yield
In ethanol for 120h; Heating;	53.2%

: 2224-15-9
ethylene glycol diglycidyl ether

: 31249-95-3
Kryptofix 21

: 129940-62-1
3,10-dihydroxy-5,8,13,18,23-pentaoxa-1,12-diazabicyclo<10.8.5>pentacosane

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol for 10h; Heating;	51%

: 3511-19-1
2,3-dichlorotetrahydrofuran

: 2224-15-9
ethylene glycol diglycidyl ether

: 137675-79-7
1,12-di(3-chloro-2-tetrahydrofuryl)-3,10-dichloro-1,5,8,12-tetraoxadodecane

Conditions

Conditions	Yield
With zinc(II) chloride In tetrachloromethane at 40℃; for 1h;	50.7%

: 2224-15-9
ethylene glycol diglycidyl ether

: 294-92-8
diaza[12]crown-4

A: 113769-01-0
3,10,20,27-tetrahydroxy-5,8,15,22,25,32,37,42-octaoxa-1,12,18,29-tetraazatricyclo<27.27.5.51,29>tetratetracontane

B: 113769-00-9
meso-3,10-dihydroxy-5,8,15,20-tetraoxa-1,12-diazabicyclo<10.5.5>docosane

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol for 10h; Heating;	A 14% B 46%
In tetrahydrofuran; ethanol for 5h; Heating;	A 37.5% B 22.5%
In tetrahydrofuran; ethanol for 10h; Heating;

...Expand

Ethylene glycol diglycidyl ether Consensus Reports

Reported in EPA TSCA Inventory.

Ethylene glycol diglycidyl ether Specification

The Bis(1,2-epoxypropylether)ethanediol, with the CAS registry number 2224-15-9, is also known as Oxirane,2,2'-[1,2-ethanediylbis(oxymethylene)]bis-. It belongs to the product categories of Epoxy Diluents; Oxiranes; Simple 3-Membered Ring Compounds; Epoxide Monomers; Monomers; Polymer Science. Its EINECS number is 218-746-2. This chemical's molecular formula is C₈H₁₄O₄ and molecular weight is 174.19. What's more, its systematic name is 2,2'-[1,2-Ethanediylbis(oxymethylene)]dioxirane. Its classification codes are: (1)Mutation data; (2)Skin / Eye Irritant; (3)TSCA Flag T [Subject to the Section 4 test rule under TSCA]. This chemical mixed with bisphenol A type epoxy resin can be used as low viscosity composite, impregnation liquid, adhesive and resin modifier.

Physical properties of Bis(1,2-epoxypropylether)ethanediol are: (1)ACD/LogP: -0.304; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.30; (4)ACD/LogD (pH 7.4): -0.30; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 16.29; (8)ACD/KOC (pH 7.4): 16.29; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 43.52 Å²; (13)Index of Refraction: 1.476; (14)Molar Refractivity: 41.752 cm³; (15)Molar Volume: 147.899 cm³; (16)Polarizability: 16.552×10^-24cm³; (17)Surface Tension: 45.83 dyne/cm; (18)Density: 1.178 g/cm³; (19)Flash Point: 123.633 °C; (20)Enthalpy of Vaporization: 48.442 kJ/mol; (21)Boiling Point: 266.774 °C at 760 mmHg; (22)Vapour Pressure: 0.014 mmHg at 25°C.

Preparation of Bis(1,2-epoxypropylether)ethanediol: this chemical can be prepared by chloromethyl-oxirane and at the temperature of 40 °C. This reaction will need reagent KOH with the reaction time of 45 min. This reaction will also need catalyst trioctylbenzylammonium chloride. The yield is about 54%.

Bis(1,2-epoxypropylether)ethanediol can be prepared by chloromethyl-oxirane and at the temperature of 40 °C

Uses of Bis(1,2-epoxypropylether)ethanediol: it can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating. It will need reagent NaH and solvent H₂O. The yield is about 82%.

Bis(1,2-epoxypropylether)ethanediol can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC1OC1)CCOCC2OC2
(2)Std. InChI: InChI=1S/C8H14O4/c1(9-3-7-5-11-7)2-10-4-8-6-12-8/h7-8H,1-6H2
(3)Std. InChIKey: AOBIOSPNXBMOAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	460mg/kg (460mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 775, 1986.
rat	LD50	oral	2500uL/kg (2.5mL/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	National Technical Information Service. Vol. OTS0571709.

Product Name

Ethylene glycol diglycidyl ether

Synthetic route

Ethylene glycol diglycidyl ether Consensus Reports

Ethylene glycol diglycidyl ether Specification

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